14-Day Ultimate Toronto Itinerary: Exploring Culture, Cuisine, and Cityscapes

Day 1: Downtown Arrival

Toronto, Canada on May 21, 2025

8:00am

Breakfast at St. Lawrence Market

Start your day with fresh pastries and specialty coffee at St. Lawrence Market, open daily from 7am - 6pm. It’s a vibrant hub popular for local foods and artisanal goods.
CAD20, 1h

9:30am

CN Tower Visit

Visit the iconic CN Tower for panoramic city views. Opens at 9am, the glass floor and observation decks are must-sees for first-time visitors.
CAD38, 2h

12:00pm

Lunch at Canoe Restaurant

Enjoy modern Canadian cuisine on the 54th floor with breathtaking views of the city. Canoe is open for lunch starting at 11:30am.
CAD50, 1.5h

2:00pm

Harbourfront Centre Walk

Stroll along the waterfront, enjoy the public art, and perhaps catch a live event in this lively cultural space, open all day.
Free, 2h

6:30pm

Dinner at Harbour Sixty Steakhouse

Dine on premium steaks and fresh seafood in an upscale setting. Reservations recommended; open from 5pm.
CAD70, 2h
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Day 2: Cultural Exploration

Toronto, Canada on May 22, 2025

8:30am

Breakfast at Lady Marmalade

Known for its fresh, creative breakfast dishes and local ingredients. Opens at 8am.
CAD25, 1h

10:00am

Royal Ontario Museum (ROM)

Explore world culture and natural history in this landmark museum, open 10am to 5:30pm.
CAD23, 3h

1:30pm

Lunch at Sultan's Tent

Enjoy Middle Eastern flavors with vegetarian options, located near the ROM and open till 3pm.
CAD20, 1h

3:00pm

Bata Shoe Museum

Discover fascinating footwear and stories behind them, open till 5pm.
CAD14, 1.5h

6:00pm

Dinner at Kōjin

Experience a blend of Colombian and Canadian cuisine focusing on wood-fired cooking; opens at 5pm.
CAD60, 2h
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Day 3: Historic Districts

Toronto, Canada on May 23, 2025

8:00am

Breakfast at Balzac’s Coffee Roasters

Enjoy artisanal coffee and baked goods in the Distillery District’s charming setting. Open from 7am.
CAD15, 1h

9:30am

Distillery Historic District Tour

Explore cobblestone lanes featuring galleries, boutiques, and cafes, with guided walking tours available starting at 10am.
Free, 2h

12:00pm

Lunch at El Catrin

Savor authentic Mexican cuisine on the Distillery's lively patio, open daily from 11am.
CAD30, 1.5h

2:00pm

Toronto Islands Ferry and Exploration

Catch the ferry from Jack Layton Ferry Terminal (open 7am - 11pm) to the islands for a peaceful escape and scenic views.
CAD8 ferry, 4h

7:00pm

Dinner at The Goodman Pub & Kitchen

Enjoy hearty dishes and local brews in a cozy pub near the waterfront, open until midnight.
CAD35, 2h
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Day 4: Midtown & Yorkville

Toronto, Canada on May 24, 2025

8:30am

Breakfast at Bonjour Brioche

French bakery known for butter croissants and coffee, located in Yorkville and opens at 7:30am.
CAD20, 1h

10:00am

Gardiner Museum

Toronto’s ceramics museum showcasing historic and contemporary pieces, open 10am - 5pm.
CAD15, 1.5h

12:00pm

Lunch at One Restaurant

Upscale dining with a garden terrace in Yorkville, specializing in cocktails and global cuisine. Opens at 11:30am.
CAD45, 1.5h

2:00pm

Shopping in Yorkville

Explore luxury boutiques, art galleries, and designer stores along Bloor Street.
Free, 2h

5:30pm

Dinner at Sassafraz

Contemporary Canadian cuisine with a lively atmosphere, open from 5pm.
CAD50, 2h
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Day 5: Beach & East End

Toronto, Canada on May 25, 2025

8:00am

Breakfast at The Green Wood

Charming neighborhood spot near The Beaches offering farm-to-table breakfast options. Open 7am - 3pm.
CAD20, 1h

9:30am

Walk along The Beaches Boardwalk

Enjoy a serene walk along the sandy shores and boardwalk of Lake Ontario’s east end.
Free, 2h

12:00pm

Lunch at Bonjour Brioche (East)

Try their popular sandwiches and pastries in a relaxed café setting open from 8am.
CAD20, 1h

1:30pm

Explore Kew Gardens and Woodbine Park

Take in the greenery and local life at these popular parks steps from the beach.
Free, 2h

6:30pm

Dinner at The Green Wood

Return for seasonal dinner offerings focusing on local ingredients and craft cocktails. Open till 10pm.
CAD40, 2h
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Day 6: West End & Parks

Toronto, Canada on May 26, 2025

8:00am

Breakfast at Early Bird

Known for inventive breakfast dishes and excellent coffee, opens at 8am in the Roncesvalles neighbourhood.
CAD22, 1h

9:30am

High Park Exploration

Visit Toronto's largest public park featuring gardens, trails, a zoo, and scenic ponds; open all day, entrance free.
Free, 3h

12:30pm

Lunch at The Grenadier

Historic pub near High Park serving traditional Canadian fare open from 11am.
CAD25, 1.5h

2:30pm

Shopping and Coffee on Roncesvalles Ave

Explore small shops and cafés in this vibrant neighbourhood.
Free, 2h

6:00pm

Dinner at Rasa

Delight in a menu of spices and robust flavors from Sri Lanka, designed for sharing. Open from 5pm.
CAD45, 2h
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Day 7: University and Culture

Toronto, Canada on May 27, 2025

8:00am

Breakfast at Dineen Coffee Co.

Historic location serving expertly roasted coffee and fresh pastries, opens at 7am.
CAD18, 1h

9:30am

University of Toronto Campus Tour

Explore one of Canada’s premier universities with its historic architecture and museums, self-guided tours available all day.
Free, 2h

12:00pm

Lunch at The One Eighty

A rooftop restaurant at the University Centre offering spectacular views and contemporary dining, open from 11:30am.
CAD40, 1.5h

2:00pm

Art Gallery of Ontario (AGO)

Renowned for its Canadian and international art collections; open 10am – 5pm.
CAD25, 3h

6:30pm

Dinner at Buca

Upscale Italian-inspired dishes with rich flavors in a cozy setting, open from 5pm.
CAD55, 2h
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Day 8: Historic and Financial District

Toronto, Canada on May 28, 2025

8:00am

Breakfast at Dineen Coffee Co.

Kick off the day with premium coffee and breakfast pastries, opening at 7am.
CAD18, 1h

9:30am

Toronto Financial District Architecture Walk

Explore historic and modern landmarks including the Toronto Stock Exchange; self-guided tours available.
Free, 2h

12:00pm

Lunch at Richmond Station

Farm-to-table dining led by a Top Chef winner, open weekdays from 11:30am.
CAD40, 1.5h

2:00pm

Walk Through St. Lawrence Market Neighborhood

Browse shops, artisan stalls, and historic buildings around the market area.
Free, 2h

6:00pm

Dinner at Biff's Bistro

Casual gastropub with elevated comfort food, open till 11pm.
CAD35, 2h
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Day 9: Leisure and Final Discoveries

Toronto, Canada on May 29, 2025

8:30am

Breakfast at School Restaurant

Casual, well-loved spot offering classic breakfast fare, opens at 8am.
CAD20, 1h

10:00am

Ripley’s Aquarium of Canada

A vibrant aquarium located near the CN Tower, open from 9am to 11pm.
CAD35, 2h

12:30pm

Lunch at Fresh on Front

Bright café focusing on vegetarian and vegan dishes, open from 11am.
CAD25, 1h

2:00pm

Explore PATH Underground Shopping

Discover Toronto’s extensive underground commercial walkway, perfect for rainy days or shopping.
Free, 3h

6:00pm

Farewell Dinner at Scaramouche Restaurant

Enjoy elegant French-inspired cuisine with stunning skyline views, open from 5pm.
CAD70, 2h
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Day 10: Departure Day

Toronto, Canada on May 30, 2025

7:00am

Early Breakfast at Hotel or Nearby Café

Have a relaxing breakfast before packing and checking out.
CAD20, 1h

9:00am

Last-minute Souvenir Shopping

Visit Eaton Centre or Queen Street for souvenirs and gifts.
Varies, 2h

12:00pm

Head to Toronto Pearson International Airport

Allow plenty of time for airport security and check-in procedures.
CAD40 (Taxi), 1.5h
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